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CHEBI:101713 - compound E

ChEBI IDCHEBI:101713
ChEBI Namecompound E
Stars
DefinitionAn L-alanine derivative that is the amide obtained by formal condensation of the carboxy group of N-[(3,5-difluorophenyl)acetyl]-L-alanine with the amino group of (3S)-3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one. An inhibitor of memapsin 2 (γ-secretase).
Secondary ChEBI IDCHEBI:131161
Last Modified6 April 2021
DownloadsMolfile
FormulaC27H24F2N4O3
Net Charge0
Average Mass490.510
Monoisotopic Mass490.18165
SMILESC[C@H](NC(=O)Cc1cc(F)cc(F)c1)C(=O)N[C@H]1N=C(c2ccccc2)c2ccccc2N(C)C1=O
InChIInChI=1S/C27H24F2N4O3/c1-16(30-23(34)14-17-12-19(28)15-20(29)13-17)26(35)32-25-27(36)33(2)22-11-7-6-10-21(22)24(31-25)18-8-4-3-5-9-18/h3-13,15-16,25H,14H2,1-2H3,(H,30,34)(H,32,35)/t16-,25+/m0/s1
InChIKeyJNGZXGGOCLZBFB-IVCQMTBJSA-N
Roles Classification
Biological Roles:
EC 3.4.23.46 (memapsin 2) inhibitor  An EC 3.4.23.* (aspartic endopeptidase) inhibitor that interferes with the activity of memapsin 2 (EC 3.4.23.46).
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
Application:
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
ChEBI Ontology
Outgoing Relation(s)
compound E (CHEBI:101713) has role EC 3.4.23.46 (memapsin 2) inhibitor (CHEBI:74925)
compound E (CHEBI:101713) is a L-alanine derivative (CHEBI:83943)
compound E (CHEBI:101713) is a 1,4-benzodiazepinone (CHEBI:35500)
compound E (CHEBI:101713) is a difluorobenzene (CHEBI:38582)
IUPAC Name 
N2-[(3,5-difluorophenyl)acetyl]-N-[(3S)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]-L-alaninamide
Synonym  Source
γ-secretase inhibitor XXIChEBI
Manual XrefsDatabases
LSM-42757LINCS
Registry NumbersSources
Reaxys:14671471Reaxys
Citations